Amd otheg



D. A. CAHBL'N.

WELL BORING APPARATUS. APPLICATION man fEB.1o.1919.

Ptfente Sept. 30, MM?.

lizes fromA a mixture of absolute alcohol and ether in colorless crystals melting at 160 centigrade.

In an analogous manner other alkaniin esters of meta-aniinoanisic acid and other salts thereof may be obtained, and also the esters of salts of the orthoor para-aminomethoxybenzoic acids, and also the other esters and salts of other alkoXy-amino-benzoic acids.

Having thus described my invention, what. I claim is :h

l. Anesthetie compounds derived from di-substituted benzoic acids in which the essential substituents are the atomic aggroupments `NH2 and 01h in which R is any alkyl radical.

2. Alkamin esters of di-substituted ben- Zoic acids in which the substituents -NH2 and -Olh -where R is any alkyl radical, may be located in any positions in the benzene ring.

The products represented by substantially the following formula:

in Which R3 is any bivalent hydrocarbon radical, R, and R2 are alkyl radicals which may be alike or different, and X is an acid anion, the` -NH2 and OR groups, in which R- is any alkyl radical, being situated in any position in the benzene ring.

4. Alkamin esters of amino-anisic acids.

5. As new products, the alkamin esters of meta-aminoanisic acids being colorless compounds, solids or viscous oils solidifying at low temperature, as a rule readily soluble in the usual organic solvents, slightly soluble in water with an alkaline reaction to litmus, decomposed when heated with acids or alkalis with formation of an alkamin and meta-aminoanisic acid, forming salts soluble in Water with a neutral reaction which produce local anesthesia With a relatively small degree of irritating or toxic action.

6. As a new product, the alkamin ester ineta-aminoanisoyldiethylaminoethanol being a colorless oil, readily soluble in the usual organic solvents, slightly soluble in Water with an alkaline reaction to litmus, decomposed when heated with hydrochloric acid or sodium hydroxid, into diethylaminoethanol and meta-aminoanisic acid, forming a salt- With one equivalent of hydrochloric acid which crystallizes from a miX- ture of absolute alcohol and ether in colorless crystals melting at i60C eentig ade and for-ms aqueous solutions of neutral reaction which. produce local anesthesia with a relatively small degree of irritating or toxic action.

In Witness whereof, I have hereunto set my hand and seal at Indianapolis this 8th day of July A. D. nineteen hundred and eighteen.

Ennns'r A.. WILDMAN. fr.. s] lWitnesses HAROLD GRAY,

ARTHUR L. WALTERS. 

